Great Barrington Classified Ad Listings

837 Carlson Road. Single Family Home for sale in Craryville, NY for $1,500,000 with 3 bedrooms and 2 full baths, 1 half bath. This 2,500 square foot home was built in 2022 on a lot size of 33.7.. Occupying a spectacular hilltop setting in Columbia County, 837 Carlson Road encompasses 33.7 private acres with extraordinary panoramic views of the Catskill Mountains and the surrounding countryside....

Churchill St. MOTIVATED SELLER! Discover the ideal setting for your new home, private retreat, or future investment on this beautiful 15-acre parcel in desirable West Pittsfield. Much of the groundwork has already been completed, including installed electricity, a newly constructed driveway, and a prepared building pad. The property offers a wonderful combination of open and wooded land, with m...

3-5 Pleasant St. Each unit offers 3 bedrooms and 1 full bathroom, for a total of 6 bedrooms and 2 bathrooms. Both apartments feature natural gas heat and hot water, public water and sewer, and basement washer/dryer hookups for each unit. Enjoy a private, fully fenced backyard. Conveniently located near Berkshire Medical Center, downtown, and local restaurants. A great investment opportunity for...

321 Salisbury Rd. Attention investors! This property features a primary bedroom with a half bath, along with three additional bedrooms, offering plenty of living space. The combined two lots total 7.99 acres, providing ample room for expansion. Having been vacant for several years, this property presents a blank canvas, ready for someone with a vision to restore it to its former glory. Potentia...

I110019004 Brown St. Priced well below assessed value. Zoning verification states: The property is a.344-acre lot having 100 feet of frontage on Brown Street and 50 feet of frontage on Scammell Ave. There are no structures on the property. The lot meets the minimum dimensional requirements for development.

39 Old Farm Ln. This Ready to Build exceptional 1.31-acre cul-de-sac homesite in Woodmonte Estates is ready for your custom dream home, with town sewer, private well, underground electric and gas, cable availability, and paved roads already in place. Assessed at $74,000 and selling it for $42,000. Located in one of Pittsfield's premier luxury communities, the property offers a peaceful, private...

24 Elmvale Pl. OPEN HOUSE CANCELLED 9/16Some homes just have a little more history to them, and this one dates back to the early 1900s. Well maintained and cared for over the years, this home offers plenty of character and space. Step through the beautifully refreshed front entry into a spacious living room or parlor and a kitchen with doors leading to the wrap around rear deck. The downstairs ...

41 Tucker St. Set on a desirable tree-lined dead-end street in the heart of Lenox, this beautifully restored 1937 Cape blends timeless character with exceptional craftsmanship. Featured in Berkshire Magazine, the 3,740 sq. ft. home offers original heart pine floors, a wood-burning fireplace, and extensive updates including new plumbing, electrical, Pella windows, roof, and central AC. The three...

55 Pomeroy Ave Apt 3. Enjoy carefree condo living in this charming historic home, where timeless character meets modern convenience. Beautiful hardwood floors and thoughtful updates blend seamlessly with the home's original charm, creating a warm and inviting atmosphere. Nestled in a peaceful community, this unique property is just a short stroll from downtown dining, local shops, art galleries...

TBD (East Lot) W Hill Road. Lots and Land for sale in Austerlitz, NY for $295,000. This 851,598 square foot property was built on a lot size of 19.55.. If you've been dreaming of building your own home this property in Austerlitz opens the door to endless possibilities. The lot is 19.55 acres set within a neighborhood known for its sweeping landscapes, privacy, and architecturally impressive ho...

16 King Street. Single Family Home for sale in Pittsfield, MA for $199,000 with 4 bedrooms and 1 full bath, 1 half bath. This 1,680 square foot home was built in 1900 on a lot size of 0.33.. ATTENTION Contractors and property rehabbers!!! Renovation/Rehab Profit opportunity! 4 bedroom colonial home in need of total rehab. Easy to show!. 4 Bedrooms. 1 Bathroom. 1680 ft

71 Van Deusenville Rd. Set on a sunny half-acre lot, this classic 1900 ranch is ready for its next chapter and top/bottom reinvention.The home is now strictly an ''as-is'' handyman special or contractor's dream. Features a cozy compact ( yes small ) kitchen, vintage vibes (meaning every room needs a facelift ),and dirt basement. Roof is holding strong for now, but you'll want to budget for a re...

304 Hickey Hill Rd. This historic farmhouse, originally built in the 1790s, underwent a complete renovation in 2012, including a new foundation, septic system, roof, updated plumbing and electrical, 5-zone heating, central air, and other modern systems. In 2022, a new well and a boiler for radiant heat were also added. Step inside to find timeless Colonial charm--exposed beams, three original f...

15-17 Noble Ave. Vacant two family duplex just outside of downtown. Featuring two bedrooms and one bathroom in each unit with hardwood floors. Off Street parking and separate utilities.. 4 Bedrooms. 2 Bathroom. 1947 ft

50-52 John St. Side-by-side two-family home renovated in the last few years! Improvements include roof, windows, flooring, painting, and more! The home offers an enclosed front porch to access both units, and a side porch for each apartment independently. Each unit features living room, dining room, kitchen, 2 bedrooms and 1 bath. The apartments have large enclosed back porches upstairs overloo...

44 Main St Unit 2. This stunningly spacious, two-bedroom apartment is located in the heart of Millerton in the Irving Coffee building. Great open layout, spacious dining area and living room. This two bedroom unit has been beautifully renovated, hardwood floors and freshly painted throughout. The large modern kitchen is perfect for those who like to cook or entertain. This eat-in-kitchen has st...

25 Brighton Ave. Full of charm and potential, this 3-bedroom, 1-bath home is ready for its next chapter! Clean and well maintained with many updates, the home offers an easy-flowing living space, while the sun-filled porch is a welcoming spot to relax and enjoy your morning coffee. Step outside to the small deck, perfect for grilling or unwinding at the end of the day. The finished lower level ...

67 Partridge Rd. Meticulously maintained and move in ready, this charming 2/3 bedroom, 1 bath ranch offers comfortable living with thoughtful updates throughout. The bright main level is complemented by finished lower level space featuring a versatile office or potential guest bedroom and living room, providing extra flexibility. Major updates include a roof and windows less than five years old...

17 Howe Rd. Welcome to this charming, updated ranch tucked into a quiet neighborhood and conveniently located near shopping and restaurants. Enjoy the ease of single-level living with thoughtful updates throughout. Recent improvements include an updated bathroom, new driveway (2026), siding and Trex deck (2025), and furnace (2018), with the roof replaced in 2011. Move right in and enjoy a comfo...

370 Grange Hall Rd. Single Family Home for sale in Dalton, MA for $449,900 with 4 bedrooms and 2 full baths, 1 half bath. This 2,731 square foot home was built in 1983 on a lot size of 3.03.. Discover the charm of country living in this inviting four-bedroom, 2.5-bath home set on 3.03 acres in Dalton, MA. Featuring an attached two-car garage, beautifully landscaped grounds, mature trees, and sp...